84131-68-0Relevant academic research and scientific papers
Synthesis of the PMB ether of 5,6-epoxyisoprostane E2 through aldol reaction of the α-bromocyclopentanone
Kawashima, Hidehisa,Kobayashi, Yuichi
, p. 2598 - 2601 (2014/06/09)
5,6-Epoxyisoprostane E2 was synthesized via bromohydrination of the cyclopentene and aldol reaction of the α-bromocyclopentanone with the epoxyaldehyde. High regioselectivity in the bromohydrination was attained with recrystallized NBS and pyridine in aqu
On the conjugate addition of tetraorganothallium ate complexes
Marko,Rebiere
, p. 1763 - 1766 (2007/10/02)
Tetraorganothallium ate complexes have been prepared and reacted with enones to afford either the [1,2] or [1,4] addition product. Mixed ate complexes display high levels of chemoselectivity in the transfer of one of their ligands.
Synthetic Approaches to 11-Deoxy-7-oxaprostaglandin Analogues
Matthews, Randall S.,Mihelich, Edward D.,McGowan, Laureen S.,Daniels, Karen
, p. 409 - 417 (2007/10/02)
A synthesis of 11-deoxy-7-oxa prostanoids is presented.The synthesis of this new series of prostaglandin analogues commences with cis-2,3-epoxycyclopentanol (1), protected as an appropriate ether.The key step is the highly regioselective opening of that epoxide with an alkynyl alane reagent.For definition of the scope of that reaction, a brief study of the behavior of other carbon-centered nucleophiles with epoxide 1 was undertaken.It was found that only the alanyl reagent is selective in the desired direction.A rationalization for that selectivity is offered.Following the synthesis herein, over 30 analogues were prepared.Among them are eight optically pure compounds, including four isomers of 11-deoxy-7-oxaprostaglandin E1.
